(+/-)-methyl 4-hydroxy-2-methylene-4-(2'-hydroxyphenyl)butanoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (+/-)-methyl 4-hydroxy-2-methylene-4-(2'-hydroxyphenyl)butanoate
• 英文别名: Methyl 4-hydroxy-4-(2-hydroxyphenyl)-2-methylidenebutanoate
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: LPVZNQRGWIDSSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-methyl 4-hydroxy-2-methylene-4-(2'-hydroxyphenyl)butanoate 在 对甲苯磺酸 作用下， 以 乙二醇二甲醚 为溶剂， 反应 2.0h， 以97%的产率得到2-methylene-4-(2-hydroxyphenyl)-γ-lactone
  参考文献：
  名称：

  Metal-Mediated Reactions of α-Bromomethyl-Propenoate Esters

  摘要：

  Methyl-2-bromomethylprop-2-enoate reacts with benzaldehyde and with salicylaldehyde via its Sn and Zn complexes under aqueous conditions to form alpha-methylene-gamma-lactones in high yields. In the case of salicylaldehyde X-ray analysis proves conclusively formation of a five- rather than a seven-membered ring. Under the above conditions 2-bromomethyl-3-phenylprop-2-enoate does not afford any cyclic products.

  DOI：

  10.1080/00397919508011363
• 作为产物：
  描述：

  2-(溴甲基)丙烯酸甲酯 、 水杨醛 在 tin 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以81%的产率得到(+/-)-methyl 4-hydroxy-2-methylene-4-(2'-hydroxyphenyl)butanoate
  参考文献：
  名称：

  Metal-Mediated Reactions of α-Bromomethyl-Propenoate Esters

  摘要：

  Methyl-2-bromomethylprop-2-enoate reacts with benzaldehyde and with salicylaldehyde via its Sn and Zn complexes under aqueous conditions to form alpha-methylene-gamma-lactones in high yields. In the case of salicylaldehyde X-ray analysis proves conclusively formation of a five- rather than a seven-membered ring. Under the above conditions 2-bromomethyl-3-phenylprop-2-enoate does not afford any cyclic products.

  DOI：

  10.1080/00397919508011363

文献信息

• Drewes Siegfried E., Taylor Richard B., Ramesar Nyum S., Field John S., Synth. Commun, 25 (1995) N 3, S 321-329
  作者：Drewes Siegfried E., Taylor Richard B., Ramesar Nyum S., Field John S.

  DOI：——

  日期：——
• Metal-Mediated Reactions of α-Bromomethyl-Propenoate Esters
  作者：S. E. Drewes、R. B. Taylor、N. S. Ramesar、J. S. Field

  DOI：10.1080/00397919508011363

  日期：1995.2

  Methyl-2-bromomethylprop-2-enoate reacts with benzaldehyde and with salicylaldehyde via its Sn and Zn complexes under aqueous conditions to form alpha-methylene-gamma-lactones in high yields. In the case of salicylaldehyde X-ray analysis proves conclusively formation of a five- rather than a seven-membered ring. Under the above conditions 2-bromomethyl-3-phenylprop-2-enoate does not afford any cyclic products.